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Merck
CN

O2389

OMDM-1

≥97% (HPLC), powder

Synonym(s):

(N-[(S)-2-Hydroxy-1-(4-hydroxybenzyl)-ethyl]-octadec-9-enoamide

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About This Item

Empirical Formula (Hill Notation):
C27H45NO3
CAS Number:
616884-62-9
Molecular Weight:
431.65
NACRES:
NA.77
PubChem Substance ID:
329818902
UNSPSC Code:
12352202
MDL number:
MFCD05865240

Key Documents

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InChI

1S/C27H45NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(31)28-25(23-29)22-24-18-20-26(30)21-19-24/h9-10,18-21,25,29-30H,2-8,11-17,22-23H2,1H3,(H,28,31)/b10-9-/t25-/m0/s1

SMILES string

CCCCCCCC\C=C/CCCCCCCC(=O)N[C@H](CO)Cc1ccc(O)cc1

InChI key

ICDMLAQPOAVWNH-JRUKXMRZSA-N

assay

≥97% (HPLC)

form

powder

color

off-white

solubility

DMSO: soluble ~24 mg/mL

Biochem/physiol Actions

Potent, selective inhibitor of anadamide cellular uptake with low affinity for CB1 and CB2 receptors, no activity at VR1 receptor or fatty acid amide hydrolase (FAAH); stable to enzymatic hydrolysis by rat brain homogenates.
Potent, selective inhibitor of anadamide cellular uptake; stable to enzymatic hydrolysis.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
073K4606

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Giorgio Ortar et al.
Biochemical pharmacology, 65(9), 1473-1481 (2003-05-07)
Novel aromatic analogues of N-oleoylethanolamine and N-arachidonoylethanolamine (anandamide, AEA) were synthesized and, based on the capability of similar compounds to interact with proteins of the endocannabinoid and endovanilloid signaling systems, were tested on: (i) cannabinoid CB(1) and CB(2) receptors; (ii)

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